Wednesday, May 20, 2026

JFK Grandson Jack Schlossberg Attacks Obama: “Used to love you more than God — now you’re just lost and unhelpful”

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It’s hard to figure out what Jack Schlossberg wants, or why we read it.

The son of Caroline Kennedy and grandson of President John F. Kennedy has become more and more contentious and officious in his online rants.

Initially eccentric, Schlossberg has veered into obnoxious, unproductive rants that take no prisoners. He is literally against everyone: his extended family, his parents’ friends and relations, political associates of the Kennedys. He’s become the kid who yells “fire!” in a movie theater, and makes no attempt to help anyone escape.

After vicious attacks against Trump, his whole ilk, and cousin Robert Kennedy Jr., Jack now turns his attention to former President Barack Obama.

In a screed today, Schlossberg comments on Obama’s words from a recent speech. The beloved former president advised Democrats to “tough up” in their fight against Trump.

Schlossberg’s response? He presents an emotional non sequitir, the deaths of Minnesota politician Rep. Melissa Hortman and her husband. What is he talking about? He’s drawing lines from dot to dot that make no sense.

Obama said: “You know, don’t tell me you’re a Democrat, but you’re kind of disappointed right now, so you’re not doing anything. No, now is exactly the time that you get in there and do something,” he said. “Don’t say that you care deeply about free speech and then you’re quiet. No, you stand up for free speech when it’s hard. When somebody says something that you don’t like, but you still say, ‘You know what, that person has the right to speak.’ … What’s needed now is courage.”

Schlossberg’s retort: “Tell that to the 2 Dems murdered last month. Used to love you more than God,” he says, referring to Obama, “— n”now you’re just lost and unhelpful. Stick to Netflix , or have Clooney execute another coup.”

Your first reaction is to slap him silly. But of course Schlossberg has no interest in a political career. He’s not savvy enough to pull it off. He prefers being the outlier, a path he can take since has no job, but he’s got the family money. He can take pot shots randomly and run for cover. There’s no downside.

Schlossberg has embraced the AOC-Zohar Mamdani extreme leftist corner of the Democratic party. His grandfather is rolling in his grave. For a 32 year old who comes from such a serious background, Schlossberg comes off as naive. In this message, he’s asking Obama to ignore him. I’m sure the former president will oblige.

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Roger Friedman
Roger Friedmanhttps://www.showbiz411.com
Roger Friedman is the founder and editor-in-chief of Showbiz411. He wrote the FOX411 column on FoxNews.com from 1999 to 2009 and previously edited Fame magazine and wrote the "Intelligencer" column at New York magazine. His bylines have appeared in The New York Times, The Washington Post, the New York Daily News, the New York Post, Vogue, Details, and the Miami Herald. He is a voting member of the Critics Choice Awards (Film and Television branches), and his movie reviews are tracked by Rotten Tomatoes. is articles have appeared in dozens of publications over the years including New York Magazine, where he wrote the Intelligencer column in the mid 90s and covered the OJ Simpson trial, and Fox News (when it wasn't so crazy) where he covered Michael Jackson. With D.A. Pennebaker and Chris Hegedus, he co-produced the 2002 documentary "Only the Strong Survive," which screened at Directors' Fortnight at the Cannes Film Festival.

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